Dog Sitting Holliston

Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

End
Search

Over 56
pet parents in Holliston have booked dog sitting

Holliston, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Daryanys m.
Verified Enhanced Background Check
Daryanys m.
$42
total per visit
1 repeat client
1 year of experience
Milford, MA, 01757

About: I’ve always known I wanted to be around dogs, that I’ve taken care of my families dog across states and stayed as long as wanted willingly, never asked for Pet care is an enjoyment for me as I’m an animal lover and have done a couple pre vet classes in college that i still attend I have two dogs of my own at home and take them out separately. I take my smaller dog out every two hours & play as i have a big backyard

Sitter Profile Image: Nicole & Benjamin H.
Verified Enhanced Background Check
Nicole & Benjamin H.
$30
total per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Natick, MA, 01760

About: Hi! We’re Nicole & Ben, Animals have always been a huge part of our lives, and we genuinely love getting to know every pet’s unique personality. From growing up around animals to volunteering at a local animal shelter, we’ve had plenty of experience caring for pets and making sure they feel safe, comfortable, and loved. We’d love the chance to spoil your pets with lots of attention, playtime, walks, and cuddles! We know how important it is to feel comfortable leaving your pets with someone you trust, and we’ll treat them like they’re part of our own family while you’re away. We are young professionals with a highly flexible and hybrid work schedules. We can both work from home if needed and will have ample time to attend to your pets needs. Our home has a quiet indoor space for pets to relax, along with a first-floor patio with direct outdoor access, making it easy to get dogs outside for potty breaks and walks. We are happy to follow each pet’s usual routine, including feeding, walks, playtime, and downtime.

Sitter Profile Image: Bianca & Elizabeth C.
Verified Enhanced Background Check
Bianca & Elizabeth C.
$34
total per visit
5.0 out of 5 stars
• 37 reviews
16 repeat clients
22 years of experience
Milford, MA, 01757

“Elizabeth was so great with my dog, Riley!! I will definitely be using Bianca and Elizabeth again in the future ?”

Profile image
Erin K.
Sitter Profile Image: Kianna C.
Verified Enhanced Background Check
Kianna C.
$22
total per visit
5.0 out of 5 stars
• 28 reviews
9 repeat clients
10 years of experience
Framingham, MA, 01702

About: Hi! My name is Kianna :) I am a nurse in Framingham, MA. I have loved dogs since I was born and have worked at two rescue shelters as a dog rescuer in both Boston, MA (MSPCA) and Tampa, FL (Mercy Full Project). I rescued my own amazing pup, Winnie, myself in Tampa and would love to take care of your pup(s) whenever you need :) I am currently a nurse and have pops of free time that I would love to use hanging out with dogs and caring for them! I have a big fenced yard and all of the toys and supplies needed to care for your pup, Winnie would love a friend too!

Sitter Profile Image: Dana D.
Verified Enhanced Background Check
Dana D.
$28
total per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Bellingham, MA, 02019

“Dana was great! Easy to talk to and very helpful with our cat. She administered medication to him, which is not an easy task. Very professional and reliable.”

Profile image
Dalia B.
Sitter Profile Image: Amruta K.
Verified Enhanced Background Check
Amruta K.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Framingham, MA, 01702

“Amruta was very nice and great with Scooby! She is a natural with dogs - when he met her and started jumping (still a pup learning his manners) she turned her back and immediately went into trainer mode which was great. Thanks Amruta!”

Profile image
Brittany E.
Sitter Profile Image: Yasmin A.
Verified Enhanced Background Check
Yasmin A.
$23
total per visit
10 years of experience
Framingham, MA, 01702

About: Hi! I’m Yasmin, and if there’s one thing you should know about me, it’s that I’ve never met an animal I didn’t love. I grew up on a farm, so being around animals has been part of my life for as long as I can remember. From furry to feathery to scaly, they’ve always had a special place in my heart. Over the years I’ve had all kinds of pets, from hermit crabs and fish to cats and dogs, and I can’t wait to have even more when the time is right! Because I genuinely love animals, I’ve spent a lot of time learning about their care, behavior, and what helps them feel happy and safe. I know every pet is different, and I love getting to know their unique personalities. When I’m not spending time with my own pets, I work as a realtor, which gives me a flexible schedule and plenty of time to care for yours. Whether your pet loves long walks, playtime, cuddles, or just having someone nearby, I’m happy to match their pace and make them feel comfortable while you’re away. I’d love the chance to meet you and your best friend! My goal is to make sure you can leave knowing they’re in loving, reliable hands and maybe make a new furry (or scaly!) friend along the way. 🐾 My schedule is pretty flexible! During the week, I’m typically available after 2:00 PM unless I have a work appointment scheduled. Since I’m a realtor, my schedule can vary from day to day, but I do my best to keep my calendar up to date and communicate any changes. Fridays and weekends are a little less predictable. Some weekends I’m completely available, while others I may be booked with work or personal plans. When I am available on weekends, it’s usually between 9:00 AM and 2:00 PM. If you have a specific date or time in mind, feel free to reach out! I’m always happy to see if I can make it work for you and your pet. 🐾 While I won’t be caring for pets in my own home, I’d be more than happy to care for them in yours! I know every pet has their own routine, personality, and needs, so I always appreciate detailed instructions. The more information you can share, the better I can make sure your pet feels comfortable, safe, and cared for while you’re away. Your pet’s safety, happiness, and well-being will always be my top priorities. I’ll treat them with the same love, patience, and attention I’d give my own pets, and I’ll always keep you updated for extra peace of mind. When it comes to walks, I’m especially mindful during the summer months. I prefer walking dogs on grassy or shaded paths whenever possible, and if it’s too hot outside, I’ll adjust our plans to keep them safe. Hot pavement can burn paw pads, and dogs can overheat quickly, so I always prioritize their comfort and safety over sticking to a schedule.

Sitter Profile Image: Amy & Aaron B.
Verified Enhanced Background Check
Amy & Aaron B.
$34
total per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Framingham, MA, 01701

About: We are a husband and wife team, raising our own Vizsla, Bella. Between the two of us, we are always looking after our own dog and it's easy for us to provide doggy day care or overnight care in our home. We welcome well trained, friendly dogs as well as puppies. We have flexible schedules and spend a lot of time exercising our own dog. Our dog requires a lot of exercise so we often run her in our fenced in yard as well as the park near our house. We never leave our dog alone for more than 3 hours at the most. We have a very dog friendly home, and pets are free to roam about, provided they're trained and won't be destructive to furniture. We like our dogs to feel comfortable always, so they are allowed on couches, etc and we have a lot of comfy areas for them to hang.

Sitter Profile Image: Emma M.
Verified Background Check
Emma M.
$28
total per visit
1 repeat client
7 years of experience
Grafton, MA, 01519

About: My name is Emma and I’m a Registered Nurse and am looking to also start pet sitting & dog walking again. I have a dog myself and know how important he is to me and I’d love to treat your pets with the same love & care! I trained my dog to not pull on leash and we walk a ton. I also have 2 cats at home and would love to cat sit.

Sitter Profile Image: Christopher & Kevin C.
Verified Enhanced Background Check
Christopher & Kevin C.
$67
total per visit
13 years of experience
Framingham, MA, 01701

About: Hi! We’re dog lovers in Framingham who recently said goodbye to our beloved dog, Charlie affectionately known in our house as our “little girlfriend” and “Chuckie.” Caring for Charlie was such a big part of our everyday life, and while we’re not looking to bring another dog into our family right now, we realized pretty quickly how much we miss having dogs around the walks, the routines, the goofy personalities, the couch time, and all the little things that make every dog completely their own. That’s what brought us here. We know firsthand how much trust it takes to leave your dog with someone else. Our goal is to make your dog feel safe, comfortable and cared for while giving you the kind of communication we’d want ourselves. Expect plenty of pictures and updates we know how reassuring it is to actually see that your dog is happy while you’re away. We’re happy to follow your dog’s normal routine rather than expecting them to fit into ours. Whether they’re happiest taking a good walk, sniffing every blade of grass in the neighborhood, playing, hanging out on the couch, or just having someone nearby, we’ll meet them where they are. Most importantly, we’ll treat your dog like somebody’s family because that’s exactly what they are. What You Can Expect From Us For every new dog, we like to learn their routine, personality and preferences beforehand: feeding schedules, walking habits, favorite activities, things that make them nervous, any quirks we should know about, and what helps them feel comfortable. We’re careful about doors, leashes and surroundings, we’ll follow your instructions closely, and we’ll never assume that what works for one dog works for another. We’re also big believers in communication. You’ll get pictures and updates during our time with your dog so you’re never wondering how things are going. Our Availability We keep our calendar updated and only accept bookings when we know we can give your dog the time and attention they deserve. We’re available for dog walks, drop-in visits and select house-sitting stays in the Framingham area. We’re always happy to do a Meet & Greet first so you and your dog can get comfortable with us before the first booking. I work full time but am flexible after work to take care of any of your pets. My husband does a lot of theatre so I have a lot of free time to take care of animals! My house has a fenced in backyard that we had for our dog who recently passed. We always had her on a harness and only walked her on safe roads!

Sitter Profile Image: Lindsey L.
Verified Enhanced Background Check
Lindsey L.
$23
total per visit
5.0 out of 5 stars
• 6 reviews
5 years of experience
Franklin, MA, 02038

“Lindsey was great on short notice on our trip to the Cape. My dog was cared for and she sent me some photos to check in. Would recommend her and use her again!”

Profile image
Annie K.
Sitter Profile Image: Avery G.
Verified Enhanced Background Check
Avery G.
$28
total per visit
10 years of experience
Ashland, MA, 01721

About: I am a reliable dog sitter with lifelong caring experience for dogs. I grew up with two dogs, so I understand routines, behavior, and different personalities. I’m comfortable with all kinds of dogs and will always provide loving attention and care. I treat every dog like my own and will keep owners always updated. I work part-time at a restaurant, which gives me a flexible schedule with strong availability on weekday mornings and early afternoons for fun time with your Pup/Dog! I will prioritize safety by following your dogs routine, keeping your environment secure and giving them needed and loving attention and care at all times!

Sitter Profile Image: Anna K.
Verified Enhanced Background Check
Anna K.
$39
total per visit
5.0 out of 5 stars
• 55 reviews
21 repeat clients
15 years of experience
Norwood, MA, 02062

“Anna took great care of our cat Alfie over the holidays. He's a very sociable cat who asks for a lot of play and affection, and Anna made sure to give him some exercise and cuddles every day.”

Profile image
Kamila K.
Sitter Profile Image: Fatima E.
Verified Enhanced Background Check
Fatima E.
$28
total per visit
5.0 out of 5 stars
• 1 review
13 years of experience
Norfolk, MA, 02056

About: Hello! Welcome to my profile, my name is Fatima. My family and I are huge pet lovers. We currently don’t have any of our own so taking care of yours will make our hearts full! I was personally a fur mom for 13 years, & when my pups went to doggie heaven I have loved helping family members and friends care for their fur babies. I’d be so grateful to care for yours. I’m currently a stay at home mom and we would enjoy the wagging tails throughout our days! Our days consist of indoor and plenty of outdoor time. I have two littles that nap mid day so that’ll definitely be time for one on one cuddles indoor with your fur baby. We live on private property and have a big yard. I am flexible with whatever your needs are for your fur baby, just let me know :)

Sitter Profile Image: Jill K.
Verified Enhanced Background Check
Jill K.
$34
total per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
40 years of experience
Upton, MA, 01568

About: My very friendly little dog and I would love to host your dog here with us, up to 40 pounds only though...Or if your pal would benefit from a playmate, we would love to come sit for you! Well first off, I've been trusted with the care of many precious pets for years now...And enjoy it very much...I am fun, caring, and engaging, as well as all ble's, reliable, dependable, and responsible! And I took a CPR pet course, and human one as well. I have had cats mostly all my life, and now own a small dog of my own, who as I stated earlier, could, or doesn't have to if need be, come with me, as some love to have a playmate for their pet...And I know my friendly little guy very much enjoys the visit. But with anyone coming to my home, my guy will be there too, and they must all be friendly, and then we have nothing but a good time. Which brings me to, I can watch any animal, esp in the animals home and of any size...It is my home that, as also mentioned above, I would only be able to take in a small or medium sized dog, cat, or caged pet. And my home, that I live in with just my little guy, is pretty open and spacious for dogs to move around, and I have fenced in my backyard just off the back door porch for even more run around fun. And now onto my prices, I had to do additions a certian way on here...As to plus a cat if I'm also coming to care for your dog...But I can always modify and give a discount if say you have many plus one cats in your home so it doesn't keep plus one'ing a fee...Or if you have wonderfully easy small dogs, I would not keep plus one'ing for those and would find a nice set fee, and especially if my little guy could also come enjoy them, or they could come spend the time with us...It's the large ones that can be more of a handful and take a bit more doing often times, that I have to have it set that way for. And I did just recently up my prices some as I've noticed that Rover charges per night and I am not loving that, I always on my own charge per day, so I up'd my prices some to reflect that. But have noticed that I am still under many, esp when it comes to multiple pets, and so that is good. So you can always send me a msg and we can discuss any and all options. I can often work staying elsewhere into my routine, even if many miles away...And I put a certain radius, which is more so for popins...But I have stayed in homes miles and miles away, out of state even, just ask if it's doable, it very well may be! But for pop ins and walks, I would prefer to travel within 10 miles or so from my home only. So I did just update this for a 45 miles out, but obviously I cannot be doing a pop in or daily walk so far away. I care for pets in my home or their home the same way I care for my pet in his home...With the added, well, additions that your pet may need. My home is often more foolproof safe...Such as I have an indoor fenced area around my front door...And I do sometimes bring something similar with me to others homes...I prefer to be (overly) safe than sorry.

Sitter Profile Image: Advait D.
Verified Enhanced Background Check
Advait D.
$28
total per visit
5.0 out of 5 stars
• 2 reviews
5 years of experience
Framingham, MA, 01701

About: Over the past 5 years fostering dogs through a local rescue, I’ve cared for pups of every personality—big and small, young and old, from playful goofballs to those with behavioral or medical challenges. My goal is to create lasting bonds with dogs and their families, offering compassionate, reliable care tailored to each unique dog. I work remotely from my home in Framingham MA & hence have fairly flexible availability to handle your dog. So I can adjust to your schedules & make it work. For me, fulfilling your dog's mental & physical needs are of utmost importance. I strongly believe in discipline and routine that gives a dog a defined structure to live & flourish. I also actively listen to what the pups' families convey and respect the routine that they provide and keep that up as much as possible.

Sitter Profile Image: Sara D.
Verified Enhanced Background Check
Sara D.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Hopkinton, MA, 01748

About: Hello! I am 25 years old with a ton of animal experience. I’ve grown up around dogs my whole life, and for the most part have trained my families dogs. I went to High school at Norfolk Agricultural High School and was a Veterinary Major there. My High School gave me the opportunity to meet, handle, groom, and train dogs that were not my own. I was also in a 4H club at Natick Organic Farm in which I took care of the live stock that lived there. I have always been the go to dog sitter for my extended family. Due to this I also had to handle dogs of all different sizes and temperaments. I am currently working on becoming an Airline pilot so my days are very wide open and can be manipulated to better suit the care for your pets. I am familiar with most dog training tools. Depending on what is best for your dog I am comfortable using and have been trained to use. I also understand that every dog has different needs.

Sitter Profile Image: Casey B.
Verified Enhanced Background Check
Casey B.
$39
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Medway, MA, 02053

“Great review!”

Profile image
Christian G.
Sitter Profile Image: Devon K.
Verified Background Check
Devon K.
$15
total per visit
5.0 out of 5 stars
• 26 reviews
11 repeat clients
20 years of experience
Woonsocket, RI, 02895

About: If you're looking for a sitter who will treat your dog child like their own, then look no further :) I know how nerve-wracking it can be to leave your baby with somebody else, so I make it my mission to make sure you’re aware that your dog is getting all the love and attention they need. I take pride in providing quality photos and updates throughout their stay! My dog Finn and I absolutely love having new friends stay with us. Is your dog filled with energy and needs to get it all out daily? My back yard allows me to run around and play until your dog is ready for a break! If your dog is more of a stroller, they will definitely enjoy accompanying Finn and I on our walks around the walking trail. Whatever it may be; I am more than happy to accommodate for any of your dog’s specific needs Pet care fits right into my schedule the same way the care for my own dog fits into my schedule. It is my top priority that all dogs are comfortable and cared for My dog, Finn, has always been my shadow around my house. I'm just used to constantly being around him, and I find that my guests typically like to join in on the shadowing. I have a small house, so we are all usually in the same room hanging out. I love taking them on long walks around the scenic trail next to my house.

Sitter Profile Image: Brian T.
Verified Enhanced Background Check
Brian T.
$20
total per visit
19 years of experience
Newton, MA, 02462

About: I am new to Rover, but I grew up with both cats and dogs and genuinely love both equally. As I’ve gotten older and needed pet sitters of my own, I appreciate the trust that goes into making sure your pet is taken care of while you’re not home. I recently made a career shift from medical device sales to pursuing veterinary medicine as this is something I’m passionate about. Your pets will get the same care and attention to detail that I give my own. I’m going back to school so I have a good amount of flexibility. I’m here to help make sure your pet stays on as close to a normal schedule as possible! I appreciate detailed instructions and the most important thing to me is making sure I give your pet exactly what you need me to give them. Need the food weighed and some meds administered? Got it. Need me to sprint around with them so they can burn some energy? No problem. Whatever you need from me, no matter how unique the request may be to you, I’ve got it.

1 / 1
View more

The median cost per visit for dog sitting in Holliston is $25

Dog parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

Lauren is literally the best person we could have ever hired for our doggy check ins! She comes by a few times throughout the week and gives her some love and playtime. It’s made such a big positive difference in our dogs demeanor and happiness! Lauren is very reliable and flexible as well

Profile image
Chris C.
Drop-In Visits
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

Profile image
Abbie H.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog sitting - Holliston

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Holliston average 6
repeat dog sitting clients

FAQs for Dog Sitting - Holliston

Frequently asked questions about Rover

The average cost of Dog Sitting in Holliston is $28 per visit as of October 2026. Most bookings cost between $20 and $33 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 10,635 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge